RU97110060A - DERIVATIVES 2 [(2-ALKOXI-6-TRIFTOROMETHYLPYRIMIDIN-4-IL) -OXYMETHYLENE] PHENYLACETIC ACID, METHODS AND INTERMEDIATE PRODUCTS FOR THEIR PRODUCTION AND THEIR APPLICATION - Google Patents
DERIVATIVES 2 [(2-ALKOXI-6-TRIFTOROMETHYLPYRIMIDIN-4-IL) -OXYMETHYLENE] PHENYLACETIC ACID, METHODS AND INTERMEDIATE PRODUCTS FOR THEIR PRODUCTION AND THEIR APPLICATIONInfo
- Publication number
- RU97110060A RU97110060A RU97110060/04A RU97110060A RU97110060A RU 97110060 A RU97110060 A RU 97110060A RU 97110060/04 A RU97110060/04 A RU 97110060/04A RU 97110060 A RU97110060 A RU 97110060A RU 97110060 A RU97110060 A RU 97110060A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- compounds
- harmful fungi
- derivatives
- alkyl
- Prior art date
Links
- SJSYJHLLBBSLIH-SDNWHVSQSA-N (E)-3-(2-methoxyphenyl)-2-phenylprop-2-enoic acid Chemical compound COC1=CC=CC=C1\C=C(\C(O)=O)C1=CC=CC=C1 SJSYJHLLBBSLIH-SDNWHVSQSA-N 0.000 title claims 2
- WLJVXDMOQOGPHL-UHFFFAOYSA-N Phenylacetic acid Natural products OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 title claims 2
- 229960003424 phenylacetic acid Drugs 0.000 title claims 2
- 239000003279 phenylacetic acid Substances 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 10
- 241000233866 Fungi Species 0.000 claims 5
- 241000607479 Yersinia pestis Species 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 150000003457 sulfones Chemical class 0.000 claims 3
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1H-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Claims (1)
в которой индекс и заместители имеют следующее значение:
U означает СН или N;
V означает О или NН;
R означает С1-С6алкил;
R1 означает циано, галоген, С1-С4алкил, С1-С4галоген алкил, С1-С4алкокси, С1-С6галогеналкокси и фенил;
n означает 0 или целое число от 1 до 4, причем радикалы R1 могут быть различными, если значение n больше 1.1. Derivatives of 2 - [(2-alkoxy-6-trifluoromethylpyrimidin-4-yl) oxymethylene] phenylacetic acid of the formula I
in which the index and substituents have the following meaning:
U means CH or N;
V is O or NH;
R is C 1 -C 6 alkyl;
R 1 is cyano, halogen, C 1 -C 4 alkyl, C 1 -C 4 halogen alkyl, C 1 -C 4 alkoxy, C 1 -C 6 haloalkoxy and phenyl;
n means 0 or an integer from 1 to 4, and the radicals R 1 may be different if the value of n is greater than 1.
по известной методике в инертном органическом растворителе в присутствии основания подвергают взаимодействию с производным бензила формулы III
в которой X представляет собой нуклеофильно заменяемую уходящую группу.5. The method of producing compounds of formula I according to claim 1, characterized in that the pyrimidin-4-ol of formula II
according to a known method, in an inert organic solvent in the presence of a base, is reacted with a benzyl derivative of formula III
in which X is a nucleophilically replaceable leaving group.
в которой Ra означает С1-С4алкил, в присутствии основания подвергают взаимодействию со спиртом формулы V
HO-R
7. Применение пиримидин-4-олов формулы II по п. 5 в качестве промежуточных продуктов для получения соединений формулы I по п. 1.6. The method of producing compounds of formula I according to claim 1, characterized in that the sulfone derivative of formula IV
in which R a means 1 -C 4 alkyl, in the presence of a base, is reacted with an alcohol of formula V
HO-R
7. The use of pyrimidine-4-ols of the formula II according to claim 5 as intermediate products for the preparation of compounds of the formula I according to claim 1.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4440930.3 | 1994-11-17 | ||
DE4440930A DE4440930A1 (en) | 1994-11-17 | 1994-11-17 | New 2-pyrimidinyl:oxy:methyl:phenyl-3-methoxy-acrylate derivs |
DE19526661.7 | 1995-07-21 | ||
DE1995126661 DE19526661A1 (en) | 1995-07-21 | 1995-07-21 | New phenylacetic acid derivs. useful as fungicides, insecticides, nematocides and acaricides |
Publications (2)
Publication Number | Publication Date |
---|---|
RU97110060A true RU97110060A (en) | 1999-05-27 |
RU2166500C2 RU2166500C2 (en) | 2001-05-10 |
Family
ID=25942050
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU97110060/04A RU2166500C2 (en) | 1994-11-17 | 1995-11-07 | Derivatives of 2-[(2-alkoxy-6-trifluoromethylpyrimidine-4-yl)- oxymethylene]- phenylacetic acid, method of their synthesis, agent for control of pests and intermediate compounds |
Country Status (26)
Country | Link |
---|---|
US (1) | US5935965A (en) |
EP (1) | EP0792267B1 (en) |
JP (1) | JP3973230B2 (en) |
KR (1) | KR100421400B1 (en) |
CN (1) | CN1100764C (en) |
AR (1) | AR001048A1 (en) |
AT (1) | ATE172196T1 (en) |
AU (1) | AU698417B2 (en) |
BG (1) | BG63499B1 (en) |
BR (1) | BR9509786A (en) |
CA (1) | CA2204039C (en) |
CO (1) | CO4650142A1 (en) |
CZ (1) | CZ288259B6 (en) |
DE (1) | DE59503946D1 (en) |
DK (1) | DK0792267T3 (en) |
ES (1) | ES2124597T3 (en) |
HU (1) | HU215791B (en) |
IL (1) | IL115899A (en) |
NZ (1) | NZ295382A (en) |
PL (1) | PL183426B1 (en) |
RU (1) | RU2166500C2 (en) |
SK (1) | SK281783B6 (en) |
TR (1) | TR199501451A2 (en) |
TW (1) | TW308589B (en) |
UA (1) | UA50725C2 (en) |
WO (1) | WO1996016047A1 (en) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997021686A1 (en) * | 1995-12-14 | 1997-06-19 | Basf Aktiengesellschaft | 2-(o-[pyrimidin-4-yl]methylenoxy)phenyl acetic acid derivatives and their use for controlling harmful fungi and animal pests |
DE19609618A1 (en) * | 1996-03-12 | 1997-09-18 | Basf Ag | Pyrimidylphenyl and benzyl ethers, processes and intermediates for their preparation and their use |
CA2199899C (en) * | 1996-03-26 | 2004-05-11 | Beat Schmidt | Process for the preparation of a 2-alkoxy-6-(trifluoro-methyl)pyrimidin-4-ol |
DE10209145A1 (en) * | 2002-03-01 | 2003-09-04 | Bayer Cropscience Ag | halobenzenes |
BR0316180B1 (en) * | 2002-11-12 | 2014-10-21 | Basf Ag | PROCESS TO INCREASE INCOME IN GLYPHOSATE RESISTANT VEGETABLES, AND MIXING |
JP2006517553A (en) * | 2003-01-31 | 2006-07-27 | ロンザ リミテッド | Process for producing 2-alkoxy-6- (trifluoromethyl) pyrimidin-4-ol |
CN101311170B (en) * | 2007-05-25 | 2010-09-15 | 中国中化股份有限公司 | Substituted pyrimidine ether compounds and uses thereof |
EP2039248A1 (en) * | 2007-09-21 | 2009-03-25 | Bayer CropScience AG | Active agent combinations with insecticide and acaricide properties |
DE102007045922A1 (en) | 2007-09-26 | 2009-04-02 | Bayer Cropscience Ag | Drug combinations with insecticidal and acaricidal properties |
AU2009243775B2 (en) * | 2008-05-07 | 2015-05-14 | Bayer Intellectual Property Gmbh | Synergistic active ingredient combinations |
EP2127522A1 (en) | 2008-05-29 | 2009-12-02 | Bayer CropScience AG | Active-agent combinations with insecticidal and acaricidal properties |
CN101875639B (en) * | 2009-04-29 | 2012-07-25 | 中国中化股份有限公司 | Substituted pyrimidinyl ether compound and application thereof |
CN101906075B (en) * | 2009-06-05 | 2012-11-07 | 中国中化股份有限公司 | E-type phenyl acrylic acid ester compound containing substituted anilino pyrimidine group and applications thereof |
EP2382865A1 (en) | 2010-04-28 | 2011-11-02 | Bayer CropScience AG | Synergistic active agent compounds |
CN103563904B (en) * | 2013-11-11 | 2015-12-02 | 陕西农心作物科技有限公司 | A kind of miticide composition containing phonetic mite amine and tebufenpyrad |
CN108314656B (en) | 2018-02-27 | 2020-10-27 | 浙江工业大学 | Unsaturated hydrocarbon pyrimidine thioether compound and preparation method and application thereof |
CN114605386B (en) * | 2022-04-11 | 2023-12-12 | 青岛科技大学 | Fluorinated pyrimidine thioether aromatic ester insecticidal acaricide |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ213630A (en) * | 1984-10-19 | 1990-02-26 | Ici Plc | Acrylic acid derivatives and fungicidal compositions |
DE3623921A1 (en) * | 1986-07-16 | 1988-01-21 | Basf Ag | OXIMETHER AND FUNGICIDES CONTAINING THEM |
GB8617648D0 (en) * | 1986-07-18 | 1986-08-28 | Ici Plc | Fungicides |
ES2061513T3 (en) * | 1986-11-11 | 1994-12-16 | Zeneca Ltd | CHEMICAL COMPOUNDS. |
EP0270252A3 (en) * | 1986-11-11 | 1990-04-04 | Imperial Chemical Industries Plc | Derivatives of propenoic acids used in agriculture |
DE3875748T3 (en) * | 1987-02-09 | 2000-08-31 | Zeneca Ltd | Fungicides |
YU47288B (en) * | 1987-07-11 | 1995-01-31 | Schering Agrochemicals Limited | ACRYLATE FUNGICIDES AND THE PROCEDURE FOR THEIR PRODUCTION |
US5194438A (en) * | 1988-07-15 | 1993-03-16 | Basf Aktiengesellschaft | α-arylacrylates substituted by a trifluoromethylpyrimidinyloxy radical, fungicidal compositions and methods |
DE3823991A1 (en) * | 1988-07-15 | 1990-02-15 | Basf Ag | HETEROCYCLICALLY SUBSTITUTED (ALPHA) -ARYL-ACRYLIC ACID ESTERS AND FUNGICIDES THAT CONTAIN THESE COMPOUNDS |
DE3835028A1 (en) * | 1988-10-14 | 1990-04-19 | Basf Ag | OXIMETHER DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND FUNGICIDES CONTAINING THEM |
NL8802710A (en) * | 1988-11-04 | 1990-06-01 | Tno | METHOD FOR DETERMINING AN ENZYME AND SUITABLE KIT AND SUBSTANCE. |
DE3923068A1 (en) * | 1989-07-13 | 1991-01-24 | Basf Ag | METHOD FOR CONTROLLING Pests BY SUBSTITUTED PYRIMIDINE |
DE4030038A1 (en) * | 1990-09-22 | 1992-03-26 | Basf Ag | New 2-substd. phenyl-acetamide derivs. - useful as fungicides, insecticides, acaricides and nematocides |
DE4116090A1 (en) * | 1991-05-17 | 1992-11-19 | Basf Ag | (ALPHA) -PHENYLACRYLSAEUREDERIVATE, PROCESS FOR THEIR PREPARATION AND THEIR USE FOR THE CONTROL OF SCHAEDLINGEN AND DAMAGED MUSHROOMS |
-
1995
- 1995-11-06 IL IL11589995A patent/IL115899A/en not_active IP Right Cessation
- 1995-11-06 CN CN95196288A patent/CN1100764C/en not_active Expired - Fee Related
- 1995-11-07 DK DK95937877T patent/DK0792267T3/en active
- 1995-11-07 US US08/836,255 patent/US5935965A/en not_active Expired - Lifetime
- 1995-11-07 EP EP95937877A patent/EP0792267B1/en not_active Expired - Lifetime
- 1995-11-07 CA CA002204039A patent/CA2204039C/en not_active Expired - Fee Related
- 1995-11-07 NZ NZ295382A patent/NZ295382A/en not_active IP Right Cessation
- 1995-11-07 UA UA97062851A patent/UA50725C2/en unknown
- 1995-11-07 ES ES95937877T patent/ES2124597T3/en not_active Expired - Lifetime
- 1995-11-07 JP JP51650196A patent/JP3973230B2/en not_active Expired - Fee Related
- 1995-11-07 CZ CZ19971466A patent/CZ288259B6/en not_active IP Right Cessation
- 1995-11-07 KR KR1019970703297A patent/KR100421400B1/en not_active IP Right Cessation
- 1995-11-07 HU HU9702012A patent/HU215791B/en not_active IP Right Cessation
- 1995-11-07 AT AT95937877T patent/ATE172196T1/en active
- 1995-11-07 BR BR9509786A patent/BR9509786A/en not_active IP Right Cessation
- 1995-11-07 RU RU97110060/04A patent/RU2166500C2/en not_active IP Right Cessation
- 1995-11-07 AU AU38714/95A patent/AU698417B2/en not_active Ceased
- 1995-11-07 SK SK576-97A patent/SK281783B6/en not_active IP Right Cessation
- 1995-11-07 DE DE59503946T patent/DE59503946D1/en not_active Expired - Lifetime
- 1995-11-07 WO PCT/EP1995/004375 patent/WO1996016047A1/en active IP Right Grant
- 1995-11-07 PL PL95320286A patent/PL183426B1/en not_active IP Right Cessation
- 1995-11-16 AR AR33425595A patent/AR001048A1/en unknown
- 1995-11-16 TW TW084112144A patent/TW308589B/zh not_active IP Right Cessation
- 1995-11-16 CO CO95054216A patent/CO4650142A1/en unknown
- 1995-11-17 TR TR95/01451A patent/TR199501451A2/en unknown
-
1997
- 1997-05-06 BG BG101461A patent/BG63499B1/en unknown
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